Deck 20: Carboxylic Acids and Their Derivatives

Question 1

What is the IUPAC name for the following compound?

A) 2-methylpentanoic acid
B) 3-methylpentanoic acid
C) 2-methylhexanoic acid
D) 3-methylhexanoic acid
E) None of these

Answer 1

3-methylhexanoic acid

Question 2

What is the IUPAC name for the following compound?

A) 3-fluorobutanoic acid
B) 2-fluorobutanoic acid
C) β-fluorobutyric acid
D) α-fluorobutyric acid
E) none of these

Answer 2

3-fluorobutanoic acid

Question 3

Which of the following is the strongest acid?

A) I
B) II
C) III
D) IV
E) V

Answer 3

II

Question 4

Give the IUPAC name for oxalic acid.

A) ethanedioic acid
B) propanedioic acid
C) butanedioic acid
D) pentanedioic acid
E) benzoic acid

Question 5

What is the IUPAC name for the following compound?

Question 6

What is the common name for the following compound?

A) 3-fluorobutanoic acid
B) 2-fluorobutanoic acid
C) β-fluorobutyric acid
D) α-fluorobutyric acid
E) none of these

Question 7

What is the correct structure for trichloroacetic acid?

A) I
B) II
C) III
D) IV
E) none of these

Question 8

Give the IUPAC name for malonic acid.

A) ethanedioic acid
B) propanedioic acid
C) butanedioic acid
D) pentanedioic acid
E) benzoic acid

Question 9

Ethanoic acid is commonly known as ________.

Question 10

Which one of the following compounds has the highest boiling point?

A) butanoic acid
B) 1-butanol
C) 2-butanone
D) methoxyethane
E) butanal

Question 11

What is the IUPAC name for the following compound?

Question 12

What is the IUPAC name for the following compound?

A) 2,4-dimethylheptanedioic acid
B) 3,5-dimethylheptanedioic acid
C) 2,4-dimethylpentanedioic acid
D) 3,5-dimethylpentanedioic acid
E) 2,4-dimethylheptanoyl acid

Question 13

What is the IUPAC name for the following compound?

Question 14

Which one of the following compounds has the highest boiling point?

A) I
B) II
C) III
D) IV
E) V

Question 15

Methanoic acid is commonly known as ________.

Question 16

Give the IUPAC name for glutaric acid.

A) ethanedioic acid
B) propanedioic acid
C) butanedioic acid
D) pentanedioic acid
E) benzoic acid

Question 17

What is the IUPAC name for the following compound?

Question 18

Provide the structure for 5-chloro-3-isopropyloctanoic acid.

Question 19

What is the correct structure for succinic acid.

A) I
B) II
C) III
D) IV
E) none of these

Question 20

Provide the structure for (3S,4S)-3-hydroxy-4-phenylnonanoic acid.

Question 21

Provide the reagents necessary to carry out the following conversion.

Question 22

Predict the product for the following reaction.

A) I
B) II
C) III
D) IV
E) V

Question 23

Predict the product for the following reaction.

Question 24

Predict the product for the following reaction.

Question 25

Which one of the following compounds is the strongest acid?

A) I
B) II
C) III
D) IV
E) V

Question 26

Predict the product for the following reaction.

Question 27

Predict the product for the following reaction.

A) (CH₃)₂CHCH₂COOH
B) (CH₃)₂CHCH₂CH₂COOH
C) (CH₃)₂CHCH₂CN
D) (CH₃)₂CHCH₂CH₂CN
E) (CH₃)₂CHCH₂OH

Question 28

Which one of the following is the strongest acid? Explain your choice.

A)2,3-dimethylheptanoic acid
B)3,3-dichlorohexanoic acid
C)4-bromo-3-iodohexanoic acid
D)4-bromo-3-chloroheptanoic acid
E)4-bromo-2-fluorohexanoic acid

Question 29

Predict the product for the following reaction.

A) I
B) II
C) III
D) IV
E) V

Question 30

Which of the following is the weakest acid?

A) I
B) II
C) III
D) IV
E) V

Question 31

Predict the product for the following reaction sequence.

A) I
B) II
C) III
D) IV
E) V

Question 32

Provide the reagents necessary to carry out the following conversion.

A) 1. Mg/ether
2) CO₂
3) H₃O⁺
B) 1. NaOH
2) KMnO₄/NaOH/H₂O
3) H₃O⁺
C) 1. NaCN
D) A and C
E) all of these

Question 33

Predict the product for the following reaction.

A) I
B) II
C) III
D) IV
E) V

Question 34

Provide the reagents necessary to carry out the following conversion.

Question 35

Which one of the following is the strongest acid?

A) benzoic acid
B) 4-nitrobenzoic acid
C) 4-ethylbenzoic acid
D) 4-chlorobenzoic acid
E) 4-hydroxybenzoic acid

Question 36

Which one of the following is the weakest acid?

A) benzoic acid
B) 4-nitrobenzoic acid
C) 4-ethylbenzoic acid
D) 4-chlorobenzoic acid
E) 4-hydroxybenzoic acid

Question 37

Which one of the following is the strongest acid?

A) 2,2-dichlorobutanoic acid
B) 2,3-dichlorobutanoic acid
C) 3,3-dichlorobutanoic acid
D) 3,4-dichlorobutanoic acid
E) 4,4-dichlorobutanoic acid

Question 38

Which of the following reagent(s) can be used to carry out the following conversion?

A) PCC/CH₂Cl₂
B) CO₂ followed by H₃O⁺
C) mCPBA
D) Na₂Cr₂O₇/H₂SO₄/H₂O
E) both A and D

Question 39

Rank the following acids in decreasing (strongest to weakest) order of acidity. Explain your choice.

Question 40

Rank the following acids in decreasing (strongest to weakest) order of acidity.

A) V > III > I > II > IV
B) II > I > III > V > IV
C) IV > III > I > II > V
D) IV > V > III > I > II
E) V > I > III > II > IV

Question 41

Provide the reagents necessary to carry out the following conversion.

Question 42

Provide the structure for 4-ethylbenzoyl chloride.

A) I
B) II
C) III
D) IV
E) V

Question 43

Provide the reagents necessary to carry out the following conversion.

Question 44

What is the common name for the following compound?

A) ( $\alpha$ -methylbutyryl chloride)
B) ( $\beta$ -methylbutyryl chloride)
C) ( $\gamma$ -methylbutyryl chloride)
D) 2-methylbutanoyl chloride
E) 3-methylbutanoyl chloride

Question 45

Provide the structure for cyclopentanecarbonyl chloride.

Question 46

What is the IUPAC name for the following compound?

A) ( $\gamma$ -methylvaleryl chloride)
B) 2-methylpentanoyl chloride
C) 3-methylhexanoyl chloride
D) 3-methylpentanoyl chloride
E) 2-methylhexanoyl chloride

Question 47

What is the common name for the following compound?

A) ( $\alpha$ -bromobutyryl chloride)
B) ( $\beta$ -bromobutyryl chloride)
C) 1-bromobutanoyl chloride
D) 2-bromobutanoyl chloride
E) 2-bromopropanoyl chloride

Question 48

Predict the product for the following reaction sequence.

A) 2,2-dimethylpropanoic acid
B) 3,3-dimethyl-2-butanone
C) 2,2-dimethyl-1-propanol
D) 2,2-dimethylbutanoic acid
E) 2,2-dimethylethanoic acid

Question 49

What is the IUPAC name for the following compound?

A) 3-ethyl-2,4-dimethylpentanoyl chloride
B) 4-ethyl-3,5-dimethylpentanoyl chloride
C) 3-ethyl-2,4-dimethylhexanoyl chloride
D) 4-ethyl-3,5-dimethylhexanoyl chloride
E) 3,4,5-trimethylhexanoyl chloride

Question 50

Provide the reagents necessary to carry out the following conversion.

Question 51

Provide the reagents necessary to carry out the following conversion.

Question 52

What is the IUPAC name for the following compound?

A) ( $\alpha$ -bromobutyryl chloride)
B) ( $\beta$ -bromobutyryl chloride)
C) 1-bromobutanoyl chloride
D) 2-bromobutanoyl chloride
E) 2-bromopropanoyl chloride

Question 53

Provide the structure for benzoyl chloride.

Question 54

Predict the product for the following reaction.

A) 3-methyl-2-pentanone
B) 3-methyl -1-propanol
C) 2-methyl-1-butanol
D) 3-methyl-2-pentanol
E) none of these

Question 55

What is the common name for the following compound?

A) ( $\alpha$ -bromoacetyl bromide)
B) ( $\beta$ -bromoacetyl bromide)
C) 1-bromoethanoyl bromide
D) 2-bromoethanoyl bromide
E) 1,2-dibromoacetic acid

Question 56

Provide the reagents necessary to carry out the following conversion.

A) 1. LiAlH₄
2) H₂O
B) NaBH₄/CH₃OH
C) LiAl[OC(CH₃)₃]H
D) BH₃·THF
E) C and D

Question 57

What is the IUPAC name for the following compound?

A) ( $\alpha$ -methylbutyryl chloride)
B) ( $\beta$ -methylbutyryl chloride)
C) ( $\gamma$ -methylbutyryl chloride)
D) 2-methylbutanoyl chloride
E) 3-methylbutanoyl chloride

Question 58

What is the IUPAC name for the following compound?

A) bromoacetyl bromide
B) ( $\beta$ -bromoacetyl bromide)
C) 1-bromoethanoyl bromide
D) bromoethanoyl bromide
E) 1,2-dibromoacetic acid

Question 59

Provide the reagents necessary to carry out the following conversion.

Question 60

Provide the reagents necessary to carry out the following conversion.

A) 1. LiAlH₄
2) H₂O
B) NaBH₄/CH₃OH
C) LiAl[OC(CH₃)₃]H
D) BH₃·THF
E) C and D

Question 61

What is the IUPAC name for the following compound?

A) methanoic propanoic anhydride
B) formic propionic anhydride
C) ethanoic propionic anhydride
D) acetic butyric anhydride
E) butanoic ethanoic anhydride

Question 62

What is the IUPAC name for the following compound?

A) propanoic anhydride
B) butanoic anhydride
C) propionic anhydride
D) pentanoic anhydride
E) butyric anhydride

Question 63

Provide the structure for acetic formic anhydride.

Question 64

Provide the structure for benzoic ethanoic anhydride.

Question 65

What is the IUPAC name for the following compound?

Question 66

What is the IUPAC name for the following compound?

Question 67

What is the IUPAC name for the following compound?

A) methanoic anhydride
B) ethanoic anhydride
C) acetic anhydride
D) formic anhydride
E) propanoic anhydride

Question 68

What is the IUPAC name for the following compound?

A) 2-methylbutyl 3-methylbutanoate
B) 3-methylbutyl 3-methylbutanoate
C) 2-methylbutyl isovalerate
D) 2-methylbutyl 2-methylbutanoate
E) isopentyl isovalerate

Question 69

Provide the structure for benzyl propionate.

Question 70

What is the common name for the following compound?

Question 71

What is the common name for the following compound?

A) propanoic anhydride
B) butanoic anhydride
C) propionic anhydride
D) pentanoic anhydride
E) butyric anhydride

Question 72

Provide the structure for N-methylcyclohexanecarboxamide.

Question 73

What is the common name for the following compound?

A) methanoic anhydride
B) ethanoic anhydride
C) acetic anhydride
D) formic anhydride
E) propanoic anhydride

Question 74

Provide the structure for N-phenyl-N-propyl-2,3-dimethylbutanamide?

A) I
B) II
C) III
D) IV
E) V

Question 75

What is the common name for the following compound?

A) 2-methylbutyl acetate
B) 3-methylbutyl acetate
C) 2-methylbutyl methanoate
D) 3-methylbutyl methanoate
E) isopentyl formate

Question 76

What is the IUPAC name for the following compound?

A) sec-butyl ethanoate
B) ethyl 3-methylpentanoate
C) 3-methylbutyl ethanoate
D) ethyl 3-methylbutanoate
E) none of these

Question 77

What is the IUPAC name for the following compound?

A) 2-methylbutyl acetate
B) 3-methylbutyl acetate
C) 2-methylbutyl methanoate
D) 3-methylbutyl methanoate
E) isopentyl formate

Question 78

What is the IUPAC name for the following compound?

Question 79

What is the IUPAC name for the following compound?

Question 80

What is the common name for the following compound?

A) methanoic propanoic anhydride
B) formic propionic anhydride
C) ethanoic propionic anhydride
D) acetic butyric anhydride
E) butanoic ethanoic anhydride